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Caribbean Islands

$147+ Cheap flights from Islip, NY (ISP) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SJU
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
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Cheap flight deals from Islip to Caribbean Islands

Keep the following information in mind while searching for Islip to Caribbean Islands flight deals. Data was last updated April 29, 2025.

Round-trip from

$294
(Cheapflightsfares)

One-way from

$147
(Cheapflightsfares)

Popular in

December

Cheapest in

March

Average price

$333
From Islip Long Island to Caribbean Islands
Search Deals
One-way flight from Islip Long Island to Caribbean Islands
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Highest demand for flights based on searches. 8% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Islip to Caribbean Islands

Cheapest flights from Islip to Caribbean Islands
Explore the most affordable flight options available from Islip to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/107:15 pmISP - SJU
1 stop7h 36mFrontier
Fri 5/163:56 amSJU - ISP
1 stop6h 45mFrontier
Deal found 4/29$294
This JetBlue deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/82:39 pmISP - SJU
1 stop8h 22mJetBlue
Tue 7/156:45 amSJU - ISP
1 stop6h 58mJetBlue
Deal found 4/28$421
This CheapOair deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/249:06 pmISP - PUJ
1 stop11h 41mFrontier
Sat 5/3112:00 pmPUJ - ISP
1 stop8h 11mFrontier
Deal found 4/29$423
This JetBlue deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/202:39 pmISP - SDQ
1 stop10h 36mJetBlue
Thu 7/245:50 amSDQ - ISP
1 stop7h 53mJetBlue
Deal found 4/29$452
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/156:00 amISP - SJU
2 stops10h 00mSouthwest
Tue 7/226:30 amSJU - ISP
1 stop7h 35mSouthwest
Deal found 4/28$491
This Booking.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/138:21 pmISP - SDQ
2 stops38h 22mFrontier
Fri 6/2010:17 amSDQ - ISP
1 stop26h 49mFrontier
Deal found 4/28$502
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/86:00 amISP - PUJ
1 stop8h 45mSouthwest
Fri 7/114:25 pmPUJ - ISP
1 stop7h 40mSouthwest
Deal found 4/29$661
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/305:00 amISP - NAS
1 stop8h 15mSouthwest
Tue 6/32:10 pmNAS - ISP
1 stop8h 00mSouthwest
Deal found 4/29$681
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/75:05 amISP - MBJ
1 stop6h 15mSouthwest
Thu 7/1012:45 pmMBJ - ISP
1 stop8h 25mSouthwest
Deal found 4/29$687
This Mytrip deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/117:39 pmISP - PUJ
3 stops41h 16mMultiple Airlines
Sat 5/1712:42 pmPUJ - ISP
2 stops30h 17mMultiple Airlines
Deal found 4/29$787
This Mytrip deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/133:59 pmISP - NAS
1 stop26h 04mMultiple Airlines
Fri 6/207:15 amNAS - ISP
3 stops30h 17mMultiple Airlines
Deal found 4/29$790
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/215:05 amISP - AUA
1 stop7h 30mSouthwest
Mon 7/281:30 pmAUA - ISP
1 stop7h 05mSouthwest
Deal found 4/29$795

Cheapflights Fare Finder

Customize your flight search to find flights from Islip to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 29, 2025.
Use the filters below to find and compare flights from Islip to Caribbean Islands that are best for you.

Fly from

Islip

Fly to

Caribbean Islands

Route

Depart

Return

Price

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sat 5/10

7:15 pm-2:51 am

1 stop7h 36m

San Juan Luis Munoz Marin Intl

Mon 5/12

3:56 am-10:41 am

1 stop6h 45m

$294

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Tue 7/8

2:39 pm-11:01 pm

1 stop8h 22m

San Juan Luis Munoz Marin Intl

Tue 7/15

6:45 am-1:43 pm

1 stop6h 58m

$421

IslipPunta Cana

ISP - PUJ

ISPPUJ

Islip Long Island

Sat 5/24

9:06 pm-8:47 am

1 stop11h 41m

Punta Cana

Sat 5/31

12:00 pm-8:11 pm

1 stop8h 11m

$423

IslipSanto Domingo

ISP - SDQ

ISPSDQ

Islip Long Island

Sun 7/20

2:39 pm-1:15 am

1 stop10h 36m

Santo Domingo Las Americas

Thu 7/24

5:50 am-1:43 pm

1 stop7h 53m

$452

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Tue 7/15

6:00 am-4:00 pm

2 stops10h 00m

San Juan Luis Munoz Marin Intl

Tue 7/22

6:30 am-2:05 pm

1 stop7h 35m

$491

IslipSanto Domingo

ISP - SDQ

ISPSDQ

Islip Long Island

Fri 6/13

8:21 pm-10:43 am

2 stops38h 22m

Santo Domingo Las Americas

Fri 6/20

10:17 am-1:06 pm

1 stop26h 49m

$502

IslipPunta Cana

ISP - PUJ

ISPPUJ

Islip Long Island

Tue 7/8

6:00 am-2:45 pm

1 stop8h 45m

Punta Cana

Fri 7/11

4:25 pm-12:05 am

1 stop7h 40m

$661

IslipNassau

ISP - NAS

ISPNAS

Islip Long Island

Fri 5/30

5:00 am-1:15 pm

1 stop8h 15m

Nassau Intl

Tue 6/3

2:10 pm-10:10 pm

1 stop8h 00m

$681

IslipMontego Bay

ISP - MBJ

ISPMBJ

Islip Long Island

Mon 7/7

5:05 am-10:20 am

1 stop6h 15m

Montego Bay Sangster Intl

Thu 7/10

12:45 pm-10:10 pm

1 stop8h 25m

$687

IslipPunta Cana

ISP - PUJ

ISPPUJ

Islip Long Island

Sun 5/11

7:39 pm-12:55 pm

3 stops41h 16m

Punta Cana

Sat 5/17

12:42 pm-6:59 pm

2 stops30h 17m

$787

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 22 results
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Best time to book a flight from Islip to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Islip with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Islip to Caribbean Islands

What is the cheapest month to book a flight from Islip, New York to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Islip, New York to Caribbean Islands (average of $254). Flying from Islip, New York to Caribbean Islands in December is currently the most expensive (average of $336). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ISP to EPX?

Find hourly flight availability from Islip to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 29, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Islip, New York to Caribbean Islands as you normally would.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated April 29, 2025.
Read reviews from past customers who have flown Southwest, JetBlue and Frontier from Islip to Caribbean Islands. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,295 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,922 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Frontier
6.0
Okay
3,284 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Related info for your journey

Find useful and relevant information for your journey from Islip to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Islip to Caribbean Islands?

    For a flight from Islip to Caribbean Islands, you will be flying from Long Island. Islip Long Island (ISP) is just 7.2 mi from the center of the city.

  • What are the most popular routes from Islip, New York to Caribbean Islands?

    When deciding which route to take from Islip, New York to Caribbean Islands consider Islip Long Island - San Juan Luis Munoz Marin Intl, Islip Long Island - Nassau Intl or Islip Long Island - Punta Cana as they are the most popular.

  • Can I find deals for flights from Islip to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Islip to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Islip to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Islip to Caribbean Islands.

  • Can I find deals for business class flights from Islip to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Islip to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Islip, New York to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Islip, New York to Caribbean Islands (average of $254). Flying from Islip, New York to Caribbean Islands in December is currently the most expensive (average of $336). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 3 airlines flying from Islip to Caribbean Islands

Discover the top 3 airlines that operate flights from Islip to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$59Average$218FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$231Average$390FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$477Average$703FlexibilityNo cancel feeOn-time63%

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